N-{2-[(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)carbamoyl]ethyl}-6-(5-methyl-2-oxoimidazolidin-4-yl)hexanamide

• ChemBase ID: 154221
• Molecular Formular: C21H38IN5O6
• Molecular Mass: 583.46079
• Monoisotopic Mass: 583.18668196
• SMILES: CC1C(NC(=O)N1)CCCCCC(=O)NCCC(=O)NCCOCCOCCNC(=O)CI
• Canonical SMILES: ICC(=O)NCCOCCOCCNC(=O)CCNC(=O)CCCCCC1NC(=O)NC1C
• InChI: InChI=1S/C21H38IN5O6/c1-16-17(27-21(31)26-16)5-3-2-4-6-18(28)23-8-7-19(29)24-9-11-32-13-14-33-12-10-25-20(30)15-22/h16-17H,2-15H2,1H3,(H,23,28)(H,24,29)(H,25,30)(H2,26,27,31)
• InChIKey: DBOWCCSTSCXTEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)carbamoyl]ethyl}-6-(5-methyl-2-oxoimidazolidin-4-yl)hexanamide
• IUPAC Traditional name: N-{2-[(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)carbamoyl]ethyl}-6-(5-methyl-2-oxoimidazolidin-4-yl)hexanamide
• Synonyms: Desthiobiotin PEO iodoacetamide; Desthiobiotin polyethyleneoxide Iodoacetamide

Database IDs

• MDL Number: MFCD06202009
• PubChem SID: 162248360; 24893652
• PubChem CID: 16219222

CALCULATED PROPERTIES

• Acid pKa: 13.078421
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.85236657
• LogD (pH = 7.4): -0.85236657
• Log P: -0.85236573
• Molar Refractivity: 131.1842 cm^3
• Polarizability: 51.27324 Å^3
• Polar Surface Area: 146.89 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C21H38IN5O6

DETAILS

Sigma Aldrich - D2192

Application
Especially useful for cysteine labeling in many proteomics applications such as peptide mapping and mass spectrometry.
Features and Benefits

• Easily eluted from streptavidin or avidin affinity matrices under mild conditions
• Incorportates a 16 atom hydrophilic spacer
• Typically coupled to sulfhydryl groups at pH 7.5 - 8.5
Other Notes
Sulfhydryl specific, water soluble biotinylation reagent.